(1R,3aS,5S,5aR,5bS,7aS,8S,9R,11aR,11bS,13aR,13bR)-3a-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxycarbonyl-9-hydroxy-5,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-2,3,4,5,5a,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydro-1H-cyclopenta[a]chrysene-8-carboxylic acid

Details

• Internal ID: 67bbee24-668b-419e-866e-55b876ca38a1
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (1R,3aS,5S,5aR,5bS,7aS,8S,9R,11aR,11bS,13aR,13bR)-3a-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxycarbonyl-9-hydroxy-5,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-2,3,4,5,5a,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydro-1H-cyclopenta[a]chrysene-8-carboxylic acid
• InChI: InChI=1S/C48H76O19/c1-19(2)22-10-15-48(16-20(3)29-23(30(22)48)8-9-26-45(5)14-12-28(50)47(7,43(59)60)27(45)11-13-46(26,29)6)44(61)67-42-37(57)34(54)32(52)25(65-42)18-62-40-38(58)35(55)39(24(17-49)64-40)66-41-36(56)33(53)31(51)21(4)63-41/h20-42,49-58H,1,8-18H2,2-7H3,(H,59,60)/t20-,21-,22-,23+,24+,25+,26+,27-,28+,29+,30-,31-,32+,33+,34-,35+,36+,37+,38+,39+,40+,41-,42-,45+,46+,47-,48-/m0/s1
• InChI Key: JBMHEOBXOQXYCN-FADUUMCWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₆O₁₉
• Molecular Weight: 957.10 g/mol
• Exact Mass: 956.49808019 g/mol
• Topological Polar Surface Area (TPSA): 312.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): -0.06
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6584	65.84%
Caco-2	-	0.8808	88.08%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7734	77.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8634	86.34%
OATP1B3 inhibitior	+	0.8845	88.45%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6298	62.98%
BSEP inhibitior	+	0.8978	89.78%
P-glycoprotein inhibitior	+	0.7415	74.15%
P-glycoprotein substrate	+	0.6043	60.43%
CYP3A4 substrate	+	0.7312	73.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
CYP3A4 inhibition	-	0.8497	84.97%
CYP2C9 inhibition	-	0.9019	90.19%
CYP2C19 inhibition	-	0.9180	91.80%
CYP2D6 inhibition	-	0.9525	95.25%
CYP1A2 inhibition	-	0.9138	91.38%
CYP2C8 inhibition	+	0.7240	72.40%
CYP inhibitory promiscuity	-	0.9681	96.81%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6641	66.41%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9057	90.57%
Skin irritation	+	0.5458	54.58%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.7648	76.48%
Human Ether-a-go-go-Related Gene inhibition	+	0.7703	77.03%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.8226	82.26%
skin sensitisation	-	0.9206	92.06%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9510	95.10%
Acute Oral Toxicity (c)	I	0.4943	49.43%
Estrogen receptor binding	+	0.8518	85.18%
Androgen receptor binding	+	0.7340	73.40%
Thyroid receptor binding	-	0.5058	50.58%
Glucocorticoid receptor binding	+	0.7051	70.51%
Aromatase binding	+	0.6366	63.66%
PPAR gamma	+	0.8104	81.04%
Honey bee toxicity	-	0.6095	60.95%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9713	97.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.40%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.65%	96.61%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.45%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.29%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	92.96%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.97%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.57%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.07%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.81%	95.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.79%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.80%	89.00%
CHEMBL233	P35372	Mu opioid receptor	88.50%	97.93%
CHEMBL5255	O00206	Toll-like receptor 4	88.20%	92.50%
CHEMBL237	P41145	Kappa opioid receptor	87.15%	98.10%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.12%	95.89%
CHEMBL2581	P07339	Cathepsin D	86.66%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.29%	93.04%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	85.48%	97.86%
CHEMBL340	P08684	Cytochrome P450 3A4	85.43%	91.19%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.22%	97.33%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	85.12%	96.09%
CHEMBL5028	O14672	ADAM10	83.55%	97.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.16%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.89%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.09%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.38%	95.83%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	80.77%	95.42%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.74%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.59%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.39%	89.05%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.23%	82.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163009758
• LOTUS: LTS0178533
• wikiData: Q105124429